Stadium: Court 5 Round: 25 Ground: Hardcourt indoor
| Challenger - Charlottesville | 2019/10/28 14:00 | Liam Caruana v Cannon Kingsley | 6-3,7-6 |
| Challenger Columbus 3 | 2019/09/17 17:45 | Thai-Son Kwiatkowski v Cannon Kingsley | 3-6,6-4,6-3 |
| Challenger Columbus 3 | 2019/09/16 20:10 | Evan Song v Cannon Kingsley | 4-6,6-2,2-6 |
| ITF M25 - Champaign | 2019/07/26 21:00 | Cannon Kingsley v Aleksandar Kovacevic | 4-6,4-6 |
| ITF M25 - Champaign | 2019/07/25 17:00 | Cannon Kingsley v Michael Shabaz | 6-7,6-2,6-4 |
| ITF M25 - Champaign | 2019/07/23 18:35 | Cannon Kingsley v William Bushamuka | 6-3,6-4 |
| Challenger - Columbus | 2019/06/10 22:45 | Cannon Kingsley v Ji Sung Nam | 5-7,4-6 |
| Challenger - Savannah | 2019/05/01 15:15 | Cannon Kingsley v Corentin Moutet | 1-6,1-6 |
| ITF M15 - Helsinki | 2019/08/20 08:30 | Mattias Siimar v Roni Rikkonen | 5-7,6-0,9-11 |
| ITF M15 - Helsinki | 2019/08/19 10:00 | Mattias Siimar v Tomas Vanko | 6-1,6-0 |
| ITF M15 - Parnu | 2019/07/15 07:00 | Mattias Siimar v Tadas Babelis | 6-2,3-6,13-15 |
| ITF Finland F2 | 2018/08/08 12:55 | Mattias Siimar v Gustav Hansson | 2-6,2-6 |
| ITF Finland F2 | 2018/08/06 08:00 | Siim Troost v Mattias Siimar | 6-2,1-6,0-6 |
| ITF Finland F1 | 2018/08/02 11:00 | Mattias Siimar v Patrik Niklas-Salminen | 4-6,6-7 |
| ITF Finland F1 | 2018/08/01 09:35 | Hugo Pontico v Mattias Siimar | 4-6,4-6 |
| ITF Finland F1 | 2018/07/30 07:00 | Mattias Siimar v Kristjan Tamm | 6-1,6-2 |